1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones

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1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones

Kissane, Marie; Lawrence, Simon E.; Maguire, Anita R.
Date: 2010-06-19
Copyright: Copyright © 2010 Elsevier Ltd. All rights reserved. NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron, [VOL 66, ISSUE 25, (19/06/2010)] DOI10.1016/j.tet.2010.04.057
Citation: KISSANE, M., LAWRENCE, S. E. & MAGUIRE, A. R. 2010. 1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones. Tetrahedron, 66, 4564-4572. doi: 10.1016/j.tet.2010.04.057
Published Version: 10.1016/j.tet.2010.04.057

Abstract:

1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones is described. A series of novel isoxazolines are isolated from the nitrile oxide cycloadditions, whilst the isoxazolines generated from the nitrone cycloadditions undergo further ring opening to yield piperidines.

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